MiMeDB: Showing metabocard for 5,6beta-Epoxy-5beta-cholestan-3beta-ol (MMDBc0057123)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-10-17 18:12:33 UTC

Update Date

2022-10-17 18:12:33 UTC

Metabolite ID

MMDBc0057123

Metabolite Identification

Common Name

5,6beta-Epoxy-5beta-cholestan-3beta-ol

Description

Epoxycholesterol, also known as cholesterol epoxide, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Based on a literature review a significant number of articles have been published on Epoxycholesterol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004191517422D          

 29 33  0  0  0  0            999 V2000
    9.4728    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3446    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0246866
     RDKit          3D
5,6alpha-Epoxy-5alpha-Cholestan-3alpha-ol
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.0675    1.6038   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5945    1.8862   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0279    2.2123    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519    0.9032   -1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098   -0.5023   -0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495   -0.9816    0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -0.7874    0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080   -1.5037    2.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -1.2170   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.5565   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -1.2117   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.7668   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -1.0695   -0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983   -0.3948   -1.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.2715   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0630   -1.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -0.0545   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9563    0.1123   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    1.5454    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3168    1.6544    0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    2.1703    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6574    1.6175    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.1238    0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -0.4455    1.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3705   -0.5560    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617    0.3143    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.3824    1.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.2611    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -2.6754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    1.5064   -1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672    0.7840    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    2.5254    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947    2.9074   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    1.5277    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060    2.2304    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929    3.2228    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221    0.9261   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    1.3625   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5947   -1.2176   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9495   -0.7828   -0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -0.7241    1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -2.1318    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348    0.2759    1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -0.9434    2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -1.5465    2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187   -2.5535    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0706   -2.2950   -0.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.7082   -2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    0.5092   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -0.7594   -2.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.2864   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    0.3646   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.1622   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    0.5759   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -1.0124   -2.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5420   -0.7949   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830   -0.6207    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -0.0718   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3505    2.1302   -0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171    0.8819    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    3.2593    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2867    2.2458    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569    1.9641    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    2.0575   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2738    0.2129    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.4942    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280   -0.4873    2.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.4911    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8155    0.5169    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875    1.2616    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -0.9265    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035    0.4623    1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -2.7947    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393   -3.0932    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -3.3819    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  9  1  0
 28 12  1  0
 25 13  1  0
 17 15  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
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 13 53  1  0
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 18 57  1  0
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 20 60  1  0
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 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END


  Mrv1533004191517422D          

 29 33  0  0  0  0            999 V2000
    9.4728    3.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6555    3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3446    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1492    3.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    3.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3047    0.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926    0.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6805    0.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2411    1.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5214    2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532    1.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3335    2.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057123

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCCC(C)C1CCC2C3CC4OC44CC(O)CCC4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3

> <INCHI_KEY>
PRYIJAGAEJZDBO-UHFFFAOYSA-N

> <FORMULA>
C27H46O2

> <MOLECULAR_WEIGHT>
402.663

> <EXACT_MASS>
402.349780721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
50.84027129900416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,16-dimethyl-15-(6-methylheptan-2-yl)-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-ol

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
6.373174706333334

> <ALOGPS_LOGS>
-7.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.161280474082925

> <JCHEM_PKA_STRONGEST_BASIC>
-2.728255920636129

> <JCHEM_POLAR_SURFACE_AREA>
32.76

> <JCHEM_REFRACTIVITY>
119.10239999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,16-dimethyl-15-(6-methylheptan-2-yl)-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246866
     RDKit          3D
5,6alpha-Epoxy-5alpha-Cholestan-3alpha-ol
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.0675    1.6038   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5945    1.8862   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0279    2.2123    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519    0.9032   -1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098   -0.5023   -0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495   -0.9816    0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -0.7874    0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080   -1.5037    2.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -1.2170   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.5565   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -1.2117   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.7668   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -1.0695   -0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983   -0.3948   -1.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.2715   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0630   -1.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -0.0545   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9563    0.1123   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    1.5454    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3168    1.6544    0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    2.1703    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6574    1.6175    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.1238    0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -0.4455    1.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3705   -0.5560    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617    0.3143    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.3824    1.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.2611    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -2.6754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    1.5064   -1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672    0.7840    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    2.5254    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947    2.9074   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    1.5277    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060    2.2304    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929    3.2228    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221    0.9261   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    1.3625   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5947   -1.2176   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9495   -0.7828   -0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -0.7241    1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -2.1318    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348    0.2759    1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -0.9434    2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -1.5465    2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187   -2.5535    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0706   -2.2950   -0.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.7082   -2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    0.5092   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -0.7594   -2.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.2864   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    0.3646   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.1622   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    0.5759   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -1.0124   -2.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5420   -0.7949   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830   -0.6207    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -0.0718   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3505    2.1302   -0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171    0.8819    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    3.2593    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2867    2.2458    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569    1.9641    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    2.0575   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2738    0.2129    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.4942    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280   -0.4873    2.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.4911    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8155    0.5169    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875    1.2616    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -0.9265    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035    0.4623    1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -2.7947    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393   -3.0932    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -3.3819    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  9  1  0
 28 12  1  0
 25 13  1  0
 17 15  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      17.683   7.130   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.157   7.340   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.577   8.767   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.212   6.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.686   6.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.137   0.454   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16   15   18   23                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   13   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    9   12   29                                             
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0244483
HETATM    1  C1  UNL     1       7.658   1.643   1.851  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.931   0.778   0.837  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.247   1.208  -0.573  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.441   0.814   1.032  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.824  -0.078  -0.026  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.287  -0.085   0.119  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.670  -0.971  -0.915  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.972  -0.515  -2.313  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.327  -1.491  -0.722  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.174  -2.357   0.547  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.306  -2.749   0.288  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.818  -1.362   0.184  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.254  -1.126   0.015  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.886  -1.551   1.339  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.238  -1.023   1.576  1.00  0.00           C  
HETATM   16  O1  UNL     1      -4.182   0.196   2.427  1.00  0.00           O  
HETATM   17  C16 UNL     1      -4.603   0.171   1.057  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.065   0.593   0.941  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.683   0.148  -0.354  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.620   1.110  -0.754  1.00  0.00           O  
HETATM   21  C19 UNL     1      -5.538   0.053  -1.371  1.00  0.00           C  
HETATM   22  C20 UNL     1      -4.653   1.265  -1.082  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.748   0.924   0.122  1.00  0.00           C  
HETATM   24  C22 UNL     1      -3.493   2.301   0.759  1.00  0.00           C  
HETATM   25  C23 UNL     1      -2.470   0.323  -0.304  1.00  0.00           C  
HETATM   26  C24 UNL     1      -1.288   1.129   0.158  1.00  0.00           C  
HETATM   27  C25 UNL     1       0.029   0.718  -0.515  1.00  0.00           C  
HETATM   28  C26 UNL     1       0.098  -0.720  -0.866  1.00  0.00           C  
HETATM   29  C27 UNL     1      -0.511  -0.910  -2.266  1.00  0.00           C  
HETATM   30  H1  UNL     1       8.692   1.811   1.525  1.00  0.00           H  
HETATM   31  H2  UNL     1       7.610   1.070   2.819  1.00  0.00           H  
HETATM   32  H3  UNL     1       7.108   2.592   1.943  1.00  0.00           H  
HETATM   33  H4  UNL     1       7.248  -0.290   0.937  1.00  0.00           H  
HETATM   34  H5  UNL     1       6.621   2.046  -0.912  1.00  0.00           H  
HETATM   35  H6  UNL     1       7.118   0.326  -1.252  1.00  0.00           H  
HETATM   36  H7  UNL     1       8.309   1.568  -0.609  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.072   1.853   0.973  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.182   0.376   2.021  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.258  -1.070   0.069  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.066   0.331  -1.015  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.086  -0.368   1.146  1.00  0.00           H  
HETATM   42  H13 UNL     1       3.050   0.996   0.001  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.361  -1.901  -0.830  1.00  0.00           H  
HETATM   44  H15 UNL     1       4.082  -0.533  -2.532  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.669   0.527  -2.527  1.00  0.00           H  
HETATM   46  H17 UNL     1       2.573  -1.248  -3.066  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.226  -2.344  -1.490  1.00  0.00           H  
HETATM   48  H19 UNL     1       1.141  -1.759   1.452  1.00  0.00           H  
HETATM   49  H20 UNL     1       1.825  -3.223   0.537  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.701  -3.281   1.180  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.380  -3.343  -0.641  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.524  -0.890   1.174  1.00  0.00           H  
HETATM   53  H24 UNL     1      -2.733  -1.806  -0.747  1.00  0.00           H  
HETATM   54  H25 UNL     1      -2.184  -1.290   2.179  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.880  -2.678   1.326  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.958  -1.752   2.024  1.00  0.00           H  
HETATM   57  H28 UNL     1      -6.593   0.010   1.754  1.00  0.00           H  
HETATM   58  H29 UNL     1      -6.227   1.647   1.184  1.00  0.00           H  
HETATM   59  H30 UNL     1      -7.206  -0.815  -0.280  1.00  0.00           H  
HETATM   60  H31 UNL     1      -7.518   1.380  -1.684  1.00  0.00           H  
HETATM   61  H32 UNL     1      -5.913   0.143  -2.399  1.00  0.00           H  
HETATM   62  H33 UNL     1      -5.008  -0.890  -1.165  1.00  0.00           H  
HETATM   63  H34 UNL     1      -5.324   2.102  -0.847  1.00  0.00           H  
HETATM   64  H35 UNL     1      -4.052   1.481  -1.969  1.00  0.00           H  
HETATM   65  H36 UNL     1      -4.471   2.680   1.183  1.00  0.00           H  
HETATM   66  H37 UNL     1      -2.806   2.265   1.598  1.00  0.00           H  
HETATM   67  H38 UNL     1      -3.241   3.046  -0.030  1.00  0.00           H  
HETATM   68  H39 UNL     1      -2.448   0.412  -1.432  1.00  0.00           H  
HETATM   69  H40 UNL     1      -1.389   2.206  -0.033  1.00  0.00           H  
HETATM   70  H41 UNL     1      -1.248   1.009   1.262  1.00  0.00           H  
HETATM   71  H42 UNL     1       0.755   0.887   0.313  1.00  0.00           H  
HETATM   72  H43 UNL     1       0.192   1.351  -1.391  1.00  0.00           H  
HETATM   73  H44 UNL     1      -1.407  -1.546  -2.257  1.00  0.00           H  
HETATM   74  H45 UNL     1       0.231  -1.538  -2.852  1.00  0.00           H  
HETATM   75  H46 UNL     1      -0.570   0.018  -2.836  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4   33
CONECT    3   34   35   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9   43
CONECT    8   44   45   46
CONECT    9   10   28   47
CONECT   10   11   48   49
CONECT   11   12   50   51
CONECT   12   13   28   52
CONECT   13   14   25   53
CONECT   14   15   54   55
CONECT   15   16   17   56
CONECT   16   17
CONECT   17   18   23
CONECT   18   19   57   58
CONECT   19   20   21   59
CONECT   20   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25
CONECT   24   65   66   67
CONECT   25   26   68
CONECT   26   27   69   70
CONECT   27   28   71   72
CONECT   28   29
CONECT   29   73   74   75
END

HMDB0246866
     RDKit          3D
5,6alpha-Epoxy-5alpha-Cholestan-3alpha-ol
 75 79  0  0  0  0  0  0  0  0999 V2000
    7.0675    1.6038   -0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5945    1.8862   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0279    2.2123    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8519    0.9032   -1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098   -0.5023   -0.9669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495   -0.9816    0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8661   -0.7874    0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8080   -1.5037    2.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -1.2170   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.5565   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609   -1.2117   -2.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4326   -0.7668   -0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8658   -1.0695   -0.7948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4983   -0.3948   -1.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759   -0.2715   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.0630   -1.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5224   -0.0545   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9563    0.1123   -0.2571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1303    1.5454    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3168    1.6544    0.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    2.1703    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6574    1.6175    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6750    0.1238    0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848   -0.4455    1.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3705   -0.5560    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617    0.3143    1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -0.3824    1.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997   -1.2611    0.3372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -2.6754    0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6013    1.5064   -1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672    0.7840    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4978    2.5254    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5947    2.9074   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3672    1.5277    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060    2.2304    0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3929    3.2228    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3221    0.9261   -2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    1.3625   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5947   -1.2176   -1.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9495   -0.7828   -0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -0.7241    1.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -2.1318    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348    0.2759    1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -0.9434    2.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427   -1.5465    2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187   -2.5535    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0706   -2.2950   -0.4508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -0.7082   -2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    0.5092   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588   -0.7594   -2.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.2864   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    0.3646   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155   -2.1622   -0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9551    0.5759   -2.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916   -1.0124   -2.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5420   -0.7949   -2.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2830   -0.6207    0.4791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5846   -0.0718   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3505    2.1302   -0.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9171    0.8819    0.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    3.2593    0.5791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2867    2.2458    1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569    1.9641    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1906    2.0575   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2738    0.2129    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7680   -1.4942    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280   -0.4873    2.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998   -1.4911    1.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8155    0.5169    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875    1.2616    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -0.9265    2.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7035    0.4623    1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -2.7947    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393   -3.0932    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -3.3819    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  9  1  0
 28 12  1  0
 25 13  1  0
 17 15  1  0
 23 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
 10 48  1  0
 10 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 24 65  1  0
 24 66  1  0
 24 67  1  0
 25 68  1  0
 26 69  1  0
 26 70  1  0
 27 71  1  0
 27 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
M  END

Synonyms

Value	Source
Cholesterol alpha-epoxide	HMDB
Cholesterol alpha-oxide, (3beta)-isomer	HMDB
Cholesterol alpha-oxide, 4-(14)C-labeled, (3beta,5beta,6beta)-isomer	HMDB
Cholesterol epoxide	HMDB
Cholestan-5 alpha,6 alpha-epoxy-3 beta-ol	HMDB
Cholesterol 5,6-epoxide	HMDB
Cholesterol alpha-oxide, 4-(14)C-labeled, (3beta,5alpha,6alpha)-isomer	HMDB
5,6-Epoxycholesta-3-ol	HMDB
Cholesterol-5 alpha,6 alpha-oxide	HMDB
Cholesterol-5 beta,6 beta-epoxide	HMDB
Cholesterol alpha-oxide	HMDB
Cholesterol alpha-oxide, (3beta,5beta,6beta)-isomer	HMDB
Cholesterol-5 alpha,6 alpha-epoxide	HMDB

Molecular Formula

C₂₇H₄₆O₂

Average Mass

402.663

Monoisotopic Mass

402.349780721

IUPAC Name

2,16-dimethyl-15-(6-methylheptan-2-yl)-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-ol

Traditional Name

2,16-dimethyl-15-(6-methylheptan-2-yl)-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecan-5-ol

CAS Registry Number

Not Available

SMILES

CC(C)CCCC(C)C1CCC2C3CC4OC44CC(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3

InChI Key

PRYIJAGAEJZDBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol
5,6-epoxysteroid
Oxepane
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

a small molecule (CPD-8897 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.2e-05 g/L	ALOGPS
logP	5.94	ALOGPS
logP	6.37	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	15.16	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	119.1 m³·mol⁻¹	ChemAxon
Polarizability	50.84 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-3129000000-b5aa8ec7286d719dde54	2021-09-23	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0000900000-079f76b4d985e4b92c9d	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0008900000-ba8a113e2ebae84bf9b1	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udr-0008900000-42ad7790700a238a815e	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0k9f-9221100000-b5d713116c8f7bfeef34	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9520000000-b2b5a726d7ecbd72a0c2	2021-10-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0244483

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

254177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxycholesterol

METLIN ID

Not Available

PubChem Compound

288202

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 5,6beta-Epoxy-5beta-cholestan-3beta-ol (MMDBc0057123)

MOL for #<Metabolite:0x00007f3e096a5600>

3D MOL for #<Metabolite:0x00007f3e096a5600>

3D SDF for #<Metabolite:0x00007f3e096a5600>

3D-SDF for #<Metabolite:0x00007f3e096a5600>

PDB for #<Metabolite:0x00007f3e096a5600>

3D PDB for #<Metabolite:0x00007f3e096a5600>

SMILES for #<Metabolite:0x00007f3e096a5600>

INCHI for #<Metabolite:0x00007f3e096a5600>

Structure for #<Metabolite:0x00007f3e096a5600>

3D Structure for #<Metabolite:0x00007f3e096a5600>